[go: up one dir, main page]

EP1135392A2 - Procede de preparation de tetraaza macrocycles pontes transversalement - Google Patents

Procede de preparation de tetraaza macrocycles pontes transversalement

Info

Publication number
EP1135392A2
EP1135392A2 EP99963923A EP99963923A EP1135392A2 EP 1135392 A2 EP1135392 A2 EP 1135392A2 EP 99963923 A EP99963923 A EP 99963923A EP 99963923 A EP99963923 A EP 99963923A EP 1135392 A2 EP1135392 A2 EP 1135392A2
Authority
EP
European Patent Office
Prior art keywords
hgand
tetraaza
macrocychc
formula
mixtures
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
EP99963923A
Other languages
German (de)
English (en)
Inventor
George Douglas Ii Hiler
Christopher Mark Perkins
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Procter and Gamble Co
Original Assignee
Procter and Gamble Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=22332328&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP1135392(A2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP1135392A2 publication Critical patent/EP1135392A2/fr
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
    • C07F13/005—Compounds without a metal-carbon linkage
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
    • B01J31/1815—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
    • B01J31/182—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine comprising aliphatic or saturated rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/08—Bridged systems
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/70—Complexes comprising metals of Group VII (VIIB) as the central metal
    • B01J2531/72—Manganese
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/90—Catalytic systems characterized by the solvent or solvent system used
    • B01J2531/96—Water

Definitions

  • the present invention relates to an improved process for preparing cross-bridged tetraaza macrocycles, said macrocycles suitable as ligands for use m preparing transition metal complexes
  • the present invention provides a process which is well suited for use in industrial and other commercial preparations of the herein described crossed-b ⁇ dged macrocycles.
  • Tetraaza macrocyclics for example, cyclam
  • Tetraaza macrocyclics have been prepared in numerous ways, however, there is a paucity of information relating to the preparation of cross-bridged tetraaza macrocyclics inter aha bis N-substituted tetraaza macrocyclics inter alia 5,12 dialkyl 1,5,8,12- tetraaza-b ⁇ cyclo[6.6.2]hexadecanes which have recently found wide applicability as ligands especially in the area of transition metal catalysts inter alia bleach catalysts.
  • WO 98/39335 Al discloses a rational procedure for preparing cross bridged macropolycychc ligands which is amenable to high yields necessary for industrial scale-up.
  • the reductive ring cleavage step which results in bicyclo bridged-ring formation utilizes a borohyd ⁇ de reducing agent.
  • This type of reducing agent can place constraints on the formulator. For example, the need to break up the amine/borohyd ⁇ de complex du ⁇ ng work-up and the proper recovery and disposal of boron waste products adds cost to the process. Also, if excess borohyd ⁇ de is needed, this requires neutralization which involves the use of acid and the evolution of large quantities of hydrogen gas.
  • a first aspect of the present invention relates to a process for preparing a tetraaza macrocychc hgand having the formula:
  • each R is independently Cj-Cg linear or branched alkyl, -(CH 2 ) x C0 2 M, and mixtures thereof, preferably both of the R units are not methyl; M is hydrogen or a salt forming cation; x is from 1 to 6; each index n is independently from 0 to 3; said process comprising the steps of a) hydrogenat g a tetraaza macrocychc hgand precursor having the formula:
  • X is an anion which provides charge neutrality, with from about 1 ppm of a transition metal hydrogenation catalyst at a pH of at least 8 to form a tetraaza macrocychc hgand; and b) optionally isolating said hgand.
  • the present invention relates to the catalytic hydrogenation of tetraaza macrocycles having the formula: wherein the covalent bond between the N-substituted quaternary ring nitrogen and the bridging carbon is broken and a cross-bridged macrocychc hgand having the formula:
  • each R is independently Cj-C 8 linear or branched alkyl, - (CH 2 ) s C0 2 M, and mixtures thereof, preferably both of the R units are not methyl; more preferably one R unit is methyl and the other R unit is selected from the group consisting of ethyl, propyl, butyl, pentyl, hexyl. and mixtures thereof; of the methyl/alkyl R unit mixtures preferably one R is methyl and the other R is ethyl or propyl.
  • a most preferred hgand consists of a unit wherein one R unit is methyl and the other R unit is ethyl.
  • a preferred gand is a macrocychc ring wherein each R unit is ethyl.
  • M is hydrogen or a salt forming cation, non-limiting examples of which are sodium, potassium, calcium, ammonium.
  • R is -(CH 2 ) x C0 2 M the index x has the value from 1 to about 6. preferably x is 1.
  • the index n defines the size of the macrocychc ring. The index n has the value of from 0 to about 3.
  • a preferred macrocychc ring has one opposite set of n indices equal to 1 and the other set of n indices equal to 0 as in the general formula: wherein R is the same as defined herein above.
  • Preferred ligands according to the present invention comprise R unit pairs which are selected from the group consisting of methyl and ethyl, di ethyl, methyl and propyl, ethyl and propyl, methyl and butyl, ethyl and butyl, and mixtures thereof.
  • the starting materials for the process of the present invention are tetraaza macrocychc hgand precursors, or alternatively, bis-quaternary as tetracycles, having the formula-
  • X is an anion which serves to provide electronic neutrality to the bis-quaternary cis tetracycle.
  • electroactive neutrality refers to "a sufficient amount of an anionic species which satisfies the molecular charge balance requirements" and that a mixture of mono-, di-, tri-. etc. electronic species may be use herein.
  • X preferably has unit negative charge, for example, halogen, tosylate, methylsulfate, ethylsulfate.
  • X may have more than one negative charge, for example, sulfate, in which case the formulator requires only half the amount necessary when using a unit negative-charged anion.
  • Preferred X is chloride, bromide, iodide, sulfate, ethyl sulfate, methyl sulfate, tosylate, mesylate, triflate, and mixtures thereof.
  • Step (a) comprises the reductive cleavage via catalytic hydrogenation as outlined in the following scheme'
  • Step (a) is conducted in the presence of a catalyst, preferably a supported catalyst.
  • a catalyst preferably a supported catalyst.
  • catalysts include platinum on carbon, palladium on carbon (Pd/C), palladium hydroxide on carbon (Pd(OH) 2 /C), rhodium on carbon (Rh/C), Raney nickel, and mixtures thereof.
  • a preferred catalyst is Pd(0H) /C.
  • the supported catalysts may comprise from about 1% to about 50% by weight of transition metal, however, the pure metal, i.e. palladium, can be used without the need for a "support", i.e., carbon.
  • catalytic amount of catalyst is sufficient to provide the reduction of step (a).
  • the term catalytic amount is defined as "from about 1 ppm of a 5% by weight transition metal catalyst".
  • the formulator, due to poisoning of the catalyst surface by reaction products may use more than a catalytic amount of a catalyst.
  • the amount of catalyst used in step (a) of the present invention is preferably from about 10 ppm of a catalyst which contains from about 5% to 50% by weight, of a transition metal, more preferably from about 100 ppm, yet more preferably from about 0.1% by weight, of a transition metal supported catalyst
  • a reaction solution which comprises 0.1% by weight, of a transition metal supported catalyst, said catalyst comprising, for example, 10% by weight of palladium on carbon, has 0.01% transition metal or 100 ppm transition metal present.
  • step (a) of the present invention need only be enough to sufficiently saturate the catalyst surface, preferably the hydrogen pressure is from 200 psi, more preferably from 400 psi, most preferably from 800 psi to about 2000 psi, more preferably to 1000 psi.
  • Step (a) of the present process can be conducted at a temperature of from 20° C, preferably from about 40° C, more preferably from about 60° C to about 100° C, preferably to about 90° C, more preferably to about 80° C, most preferably to about 65° C.
  • the pH under which Step (a) must be conducted is at least 8, preferably at least 10, more preferably at least about 11.
  • the base which is used to adjust the pH is in the form of an aqueous solution.
  • Preferred bases are selected from the group consisting of potassium carbonate, sodium carbonate, sodium hydroxide, potassium hydroxide, and mixtures thereof. As a non-limiting example, it is satisfactory to use a sufficient amount of 1 M (molar) aqueous base to adjust the pH to the required level.
  • a convenient and preferred base is potassium carbonate.
  • Step (a) can be conducted in the presence of a solvent other than water, or m the absence of water.
  • a mixture of a suitable solvent and water is a suitable means for conducting the hydrogenation process of the present invention.
  • water is absent, sufficient base must be present to stabilize the transition state of the reactants and products during hydrogenation.
  • solvents include methanol, ethanol, n- propanol, isopropanol, N.N-dimethyl formamide, n-butanol. iso-butanol, tert-butanol, and mixtures thereof; preferred solvents are selected from the group consisting of ethanol, n- propanol, N,N-d ⁇ methyl formamide, and mixtures thereof.
  • the ratio of said volume of an aqueous base, to said solvent is from about 1 : 10 to about 1 : 1, preferably the ratio of the volume of aqueous base to solvent is 1 :4. It is desirable, but not a requirement, that the aqueous base and solvent form a two phase system.
  • Step (b) is an isolation step.
  • this step involves filtration of the reaction solution to remove the catalyst.
  • this step may comprise a neutralization step, however, the product can be isolated or removed from the reaction matrix in any manner which the formulator desires.
  • the reaction solution containing the cross- bridged hgand is filtered to remove the catalyst to form a crude filtrate.
  • This crude filtrate can be neutralized or the tetraaza macrocychc hgand can be isolated by extraction or crystallization directly from the preferably aqueous solution.
  • Steps (a) and (b) and any optional extensions thereto may be suitably adapted for either batch processes or continuous processes, for example, continuous flow processes.
  • the process of the present invention may comp ⁇ se other optional steps as deemed necessary and/or desirable by the formulator. These optional steps may include but are not limited to, pre-saturation of the catalyst with hydrogen, drawing a vacuum on the system, and recovery of the catalyst and solvents.
  • the ligands formed by the process of the present invention are converted into manganese containing transition metal catalysts in a subsequent, however optional, process step
  • the bleach catalysts comprise a central manganese atom and a cross-branched hgand formed by the process of the present invention.
  • the final bleach catalyst may comprise one or more other compatible ligands inter aha chlorine atom.
  • the preferred catalysts are suitable as bleaching agents.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Catalysts (AREA)

Abstract

La présente invention concerne un procédé de préparation d'un ligand tétraaza macrocyclique de formule (I) dans laquelle chaque R est, de manière indépendante, un alkyle linéaire C1-C8 ou un alkyle ramifié (CH2)xCO2M, et des mélanges de ce ligand, pourvu que les deux R ne soient pas des groupes méthyle, M est un hydrogène ou un cation formant un sel, x prend les valeurs de 1 à 6, chaque indice n prend, de manière indépendante, les valeurs de 1 à 3. Ce procédé consiste à mettre en contact un précurseur tétracyclique cis di-quaternaire avec de l'hydrogène en présence d'un catalyseur au palladium dans une solution aqueuse de pH au moins égal à environ 10 et à une température comprise entre environ 40 °C et environ 100°C.
EP99963923A 1998-11-30 1999-11-18 Procede de preparation de tetraaza macrocycles pontes transversalement Ceased EP1135392A2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US11030998P 1998-11-30 1998-11-30
US110309P 1998-11-30
PCT/US1999/027316 WO2000032601A2 (fr) 1998-11-30 1999-11-18 Procede de preparation de tetraaza macrocycles pontes transversalement

Publications (1)

Publication Number Publication Date
EP1135392A2 true EP1135392A2 (fr) 2001-09-26

Family

ID=22332328

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99963923A Ceased EP1135392A2 (fr) 1998-11-30 1999-11-18 Procede de preparation de tetraaza macrocycles pontes transversalement

Country Status (5)

Country Link
EP (1) EP1135392A2 (fr)
JP (1) JP2002531457A (fr)
AU (1) AU2026100A (fr)
CA (1) CA2348893A1 (fr)
WO (1) WO2000032601A2 (fr)

Families Citing this family (260)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2004509924A (ja) * 2000-09-25 2004-04-02 ザ、プロクター、エンド、ギャンブル、カンパニー Ｍｒｉ画像増強組成物
FR2830253B1 (fr) 2001-09-28 2005-02-04 Air Liquide Nouveau procede de preparation de macrocycles azotes c-fonctionnalises et nouveaux intermediaires obtenus
US7557076B2 (en) 2002-06-06 2009-07-07 The Procter & Gamble Company Organic catalyst with enhanced enzyme compatibility
US7169744B2 (en) 2002-06-06 2007-01-30 Procter & Gamble Company Organic catalyst with enhanced solubility
FR2856063B1 (fr) 2003-06-13 2005-10-07 Air Liquide Procede de preparation du cis-8b-methyldecahydro-2a,4a,6a, 8a-tetraazacyclopenta[fg]acenaphthylene,ou du cis-decahydro-2a,4a,6a,8a-tetraazacyclopenta[fg] acenaphthylene, du cyclene, et de cyclenes fonctionnalises
US7985569B2 (en) 2003-11-19 2011-07-26 Danisco Us Inc. Cellulomonas 69B4 serine protease variants
WO2005052161A2 (fr) 2003-11-19 2005-06-09 Genencor International, Inc. Serine proteases, acides nucleiques codant des enzymes de serine et vecteurs et cellules hotes les integrant
WO2005056782A2 (fr) 2003-12-03 2005-06-23 Genencor International, Inc. Perhydrolase
US20050181969A1 (en) 2004-02-13 2005-08-18 Mort Paul R.Iii Active containing delivery particle
US7425527B2 (en) 2004-06-04 2008-09-16 The Procter & Gamble Company Organic activator
US7686892B2 (en) 2004-11-19 2010-03-30 The Procter & Gamble Company Whiteness perception compositions
AR051659A1 (es) 2005-06-17 2007-01-31 Procter & Gamble Una composicion que comprende un catalizador organico con compatibilidada enzimatica mejorada
PL1754781T3 (pl) 2005-08-19 2013-09-30 Procter & Gamble Stała kompozycja detergentowa do prania zawierająca anionowy środek powierzchniowo czynny i technologię wspomagania wapniem
US20070044824A1 (en) 2005-09-01 2007-03-01 Scott William Capeci Processing system and method of processing
US7901772B2 (en) 2005-09-27 2011-03-08 The Procter & Gamble Company Microcapsule and method of producing same
BRPI0617392A2 (pt) 2005-10-12 2011-07-26 Genencor Int uso e produÇço de metaloprotease neutra estÁvel sob armazenamento
CA2623134C (fr) 2005-10-24 2012-04-17 The Procter & Gamble Company Compositions et systemes pour le traitement des tissus comprenant des microemulsions organosilicone et leurs procedes d'utilisation
BRPI0707209A2 (pt) 2006-01-23 2011-04-26 Procter & Gamble composições detergentes
JP5705411B2 (ja) 2006-01-23 2015-04-22 ザ プロクター アンド ギャンブルカンパニー 酵素および布帛色調剤を含む組成物
JP2009528161A (ja) 2006-02-28 2009-08-06 アップルトン ペーパーズ インコーポレイテッド 有益剤含有デリバリ粒子
US7629158B2 (en) 2006-06-16 2009-12-08 The Procter & Gamble Company Cleaning and/or treatment compositions
MX2009001197A (es) 2006-08-01 2009-02-11 Procter & Gamble Particulas de suministro que contienen agentes beneficos.
BRPI0718782B1 (pt) 2006-11-22 2023-10-10 Encapsys, Llc Agente de benefício que contém partícula de liberação e método nãoterapêutico para aplicação de uma composição de partícula a um tecido ou superfície nâo-humana e não-animal
US20080177089A1 (en) 2007-01-19 2008-07-24 Eugene Steven Sadlowski Novel whitening agents for cellulosic substrates
MX2009008790A (es) 2007-02-15 2009-08-24 Procter & Gamble Composiciones de suministro de agentes beneficos.
JP2010528161A (ja) 2007-06-05 2010-08-19 ザ プロクター アンド ギャンブル カンパニー 香料システム
PL2160176T3 (pl) 2007-06-11 2017-12-29 The Procter And Gamble Company Środek korzystny dla kompozycji zawierający cząstki przenoszące
US8021436B2 (en) 2007-09-27 2011-09-20 The Procter & Gamble Company Cleaning and/or treatment compositions comprising a xyloglucan conjugate
US20090094006A1 (en) 2007-10-03 2009-04-09 William David Laidig Modeling systems for consumer goods
CN103305493B (zh) 2007-11-01 2018-07-10 丹尼斯科美国公司 嗜热菌蛋白酶及其变体的生产和在液体洗涤剂中的用途
EP2071017A1 (fr) 2007-12-04 2009-06-17 The Procter and Gamble Company Composition de détergent
BRPI0822220A2 (pt) 2008-01-04 2015-06-23 Procter & Gamble Composições contendo enzima e agente de matiz para tecidos
WO2009087525A1 (fr) 2008-01-04 2009-07-16 The Procter & Gamble Company Composition de détergent pour lessive comprenant des particules de distribution contenant une glycosyle hydrolase et un agent utile
EP2083065A1 (fr) 2008-01-22 2009-07-29 The Procter and Gamble Company Compositions de soin de couleur
US8048412B2 (en) 2008-02-11 2011-11-01 Danisco Us Inc. Enzyme with microbial lysis activity from Trichoderma reesei
NZ586750A (en) 2008-02-14 2012-01-12 Danisco Us Inc Small enzyme-containing granules
US20090209447A1 (en) 2008-02-15 2009-08-20 Michelle Meek Cleaning compositions
US7923426B2 (en) 2008-06-04 2011-04-12 The Procter & Gamble Company Detergent composition
RU2010153866A (ru) 2008-06-06 2012-07-20 ДАНИСКО ЮЭс ИНК. (US) Композиции и способы, включающие в себя применение вариантных микробных протеаз
EP2135933B1 (fr) 2008-06-20 2013-04-03 The Procter and Gamble Company Composition de lavage
ES2430858T3 (es) 2008-06-20 2013-11-22 The Procter & Gamble Company Composición para lavado de ropa
CA2730441C (fr) 2008-07-30 2019-04-16 Jiten Odhavji Dihora Agents benefiques encapsules et compositions necessitant des quantites reduites de materiaux detritivores
EP2166077A1 (fr) 2008-09-12 2010-03-24 The Procter and Gamble Company Particules contenant un azurant optique
EP2166078B1 (fr) 2008-09-12 2018-11-21 The Procter & Gamble Company Particule pour composition de lavage comprenant un colorant azurant
EP2163608A1 (fr) 2008-09-12 2010-03-17 The Procter & Gamble Company Particule pour composition de lavage comprenant un colorant azurant et du savon
MX2011004847A (es) 2008-11-07 2011-05-30 Procter & Gamble Agente benefico que contiene particulas de suministro.
CA2743060C (fr) 2008-11-11 2017-03-07 Danisco Us Inc. Compositions et methodes comportant une variante de subtilisine
US8753861B2 (en) 2008-11-11 2014-06-17 Danisco Us Inc. Protease comprising one or more combinable mutations
KR20110091671A (ko) 2008-11-11 2011-08-12 다니스코 유에스 인크. 세린 프로테아제 변이체를 포함하는 조성물 및 방법
BRPI0921827A2 (pt) 2008-11-11 2016-09-27 Danisco Us Inc composições e métodos compreendendo uma variante de subtilisina
CN102300550B (zh) 2008-12-01 2014-04-23 宝洁公司 香料体系
US8754028B2 (en) 2008-12-16 2014-06-17 The Procter & Gamble Company Perfume systems
JP2012522072A (ja) 2009-04-02 2012-09-20 ザ プロクター アンド ギャンブル カンパニー 送達粒子を含む組成物
US20100325812A1 (en) 2009-06-30 2010-12-30 Rajan Keshav Panandiker Rinse Added Aminosilicone Containing Compositions and Methods of Using Same
WO2011002476A1 (fr) 2009-06-30 2011-01-06 The Procter & Gamble Company Compositions d’entretien de textile comprenant des polymères cationiques et un amphotère
US20110005001A1 (en) 2009-07-09 2011-01-13 Eric San Jose Robles Detergent Composition
MX2012000490A (es) 2009-07-10 2012-01-27 Procter & Gamble Composiciones que contienen particulas de suministro con agentes beneficiosos.
MX2012000491A (es) 2009-07-10 2012-01-27 Procter & Gamble Composiciones que contienen particulas de suministro de agentes beneficos.
WO2011016958A2 (fr) 2009-07-27 2011-02-10 The Procter & Gamble Company Composition détergente
CN102597205B (zh) 2009-11-06 2015-11-25 宝洁公司 递送颗粒
EP4159833A3 (fr) 2009-12-09 2023-07-26 The Procter & Gamble Company Tissu et produits de soins à domicile
DK3190183T3 (da) 2009-12-09 2019-10-14 Danisco Us Inc Sammensætninger og fremgangsmåder omfattende proteasevarianter
CN102712882A (zh) 2009-12-18 2012-10-03 宝洁公司 包含包封物的组合物以及用于制备它们的方法
EP3309245A1 (fr) 2009-12-18 2018-04-18 The Procter & Gamble Company Produits encapsulés
CA2783972A1 (fr) 2009-12-21 2011-07-14 Christian Adams Compositions detergentes contenant une lipase issue de thermobifida fusca et leurs procedes d'utilisation
CN102712880A (zh) 2009-12-21 2012-10-03 丹尼斯科美国公司 含有嗜热脂肪地芽孢杆菌脂肪酶的洗涤剂组合物及其使用方法
BR112012017056A2 (pt) 2009-12-21 2016-11-22 Danisco Us Inc "composições detergentes contendo lipase de bacillus subtilis e métodos para uso das mesmas"
WO2011090957A2 (fr) 2010-01-21 2011-07-28 The Procter & Gamble Company Procédé de préparation d'une particule
US20110201534A1 (en) 2010-02-12 2011-08-18 Jennifer Beth Ponder Benefit compositions comprising polyglycerol esters
US20110201532A1 (en) 2010-02-12 2011-08-18 Jennifer Beth Ponder Benefit compositions comprising crosslinked polyglycerol esters
WO2011100411A1 (fr) 2010-02-12 2011-08-18 The Procter & Gamble Company Compositions avantageuses comprenant des esters de polyglycérol
US20110201537A1 (en) 2010-02-12 2011-08-18 Jennifer Beth Ponder Benefit compositions comprising crosslinked polyglycerol esters
WO2011109322A1 (fr) 2010-03-04 2011-09-09 The Procter & Gamble Company Composition détergente
US20110281327A1 (en) 2010-04-15 2011-11-17 Danisco Us Inc. Compositions And Methods Comprising Variant Proteases
BR112012026915A2 (pt) 2010-04-19 2016-07-12 Procter & Gamble Comapny composição detergente
US9993793B2 (en) 2010-04-28 2018-06-12 The Procter & Gamble Company Delivery particles
US9186642B2 (en) 2010-04-28 2015-11-17 The Procter & Gamble Company Delivery particle
JP5813753B2 (ja) 2010-05-06 2015-11-17 ザ プロクター アンド ギャンブルカンパニー プロテアーゼ変異体を有する消費者製品
CN102906239B (zh) 2010-05-18 2015-09-09 美利肯公司 荧光增白剂及含有其的组合物
WO2011146602A2 (fr) 2010-05-18 2011-11-24 Milliken & Company Azurants optiques et compositions les comportant
CN102906238B (zh) 2010-05-26 2016-08-10 宝洁公司 包封物
US8476216B2 (en) 2010-05-28 2013-07-02 Milliken & Company Colored speckles having delayed release properties
WO2011150157A2 (fr) 2010-05-28 2011-12-01 Danisco Us Inc. Compositions de détergent contenant une lipase de streptomyces griseus et leurs procédés d'utilisation
HUE032069T2 (en) 2010-06-22 2017-10-30 Procter & Gamble Fragrance systems
CN102947433A (zh) 2010-06-22 2013-02-27 宝洁公司 香料体系
EP3301167B1 (fr) 2010-06-30 2019-10-30 The Procter & Gamble Company Compositions contenant de l'aminosilicone ajoutées au rinçage et leurs procédés d'utilisation
EP2596092B2 (fr) 2010-07-20 2020-04-01 The Procter and Gamble Company Particules dotées d'une pluralité de revêtements
JP5808806B2 (ja) 2010-07-20 2015-11-10 ザ プロクター アンド ギャンブルカンパニー 複数のコアを有する送達粒子
CN103097464A (zh) 2010-09-20 2013-05-08 宝洁公司 非含氟聚合物表面保护组合物
CA2810534C (fr) 2010-09-20 2017-04-18 The Procter & Gamble Company Composition de protection des surfaces exempte de polymere fluore
US20120077725A1 (en) 2010-09-20 2012-03-29 Xiaoru Jenny Wang Fabric care formulations and methods
WO2012057781A1 (fr) 2010-10-29 2012-05-03 The Procter & Gamble Company Compositions de nettoyage et/ou de traitement comprenant une sérine protéase fongique
WO2011026154A2 (fr) 2010-10-29 2011-03-03 The Procter & Gamble Company Compositions de nettoyage et/ou de traitement
US8715368B2 (en) 2010-11-12 2014-05-06 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
PL2468239T3 (pl) 2010-12-21 2014-02-28 Procter & Gamble Int Operations Sa Kapsułki
CN103492062A (zh) 2011-02-25 2014-01-01 美利肯公司 胶囊及包含其的组合物
MX2013010981A (es) 2011-04-07 2013-10-30 Procter & Gamble Composiciones acondicionadoras con deposito mejorado de microcapsulas de poliacrilato.
US8927026B2 (en) 2011-04-07 2015-01-06 The Procter & Gamble Company Shampoo compositions with increased deposition of polyacrylate microcapsules
WO2012138710A2 (fr) 2011-04-07 2012-10-11 The Procter & Gamble Company Compositions d'hygiène personnelle à dépôt accru de microcapsules de polyacrylate
US8815789B2 (en) 2011-04-12 2014-08-26 The Procter & Gamble Company Metal bleach catalysts
AR086215A1 (es) 2011-04-29 2013-11-27 Danisco Us Inc Composiciones detergentes que contienen mananasa de geobacillus tepidamans y metodos de uso de las mismas
EP2702152A1 (fr) 2011-04-29 2014-03-05 Danisco US Inc. Compositions détergentes contenant mannanase dérivée de bacillus sp. et leurs procédés d'utilisation
EP2702072A1 (fr) 2011-04-29 2014-03-05 Danisco US Inc. Compositions détergentes contenant mannanase dérivée de bacillus agaradhaerens et leurs procédés d'utilisation
MX338925B (es) 2011-05-05 2016-05-06 Procter & Gamble Composiciones y metodos que comprenden variantes de proteasa serina.
RU2663114C2 (ru) 2011-05-05 2018-08-01 Дзе Проктер Энд Гэмбл Компани Способы и композиции, содержащие варианты сериновой протеазы
US20140371435A9 (en) 2011-06-03 2014-12-18 Eduardo Torres Laundry Care Compositions Containing Thiophene Azo Dyes
EP2537918A1 (fr) 2011-06-20 2012-12-26 The Procter & Gamble Company Produits de consommation avec particules enrobées comprenant une lipase
BR112013033049A2 (pt) 2011-06-23 2017-01-31 Procter & Gamble sistemas de perfume
MX347260B (es) 2011-08-10 2017-04-20 Procter & Gamble Encapsulados.
BR112014004444A2 (pt) 2011-08-31 2017-03-21 Danisco Us Inc composições e métodos que compreendem uma variante de enzima lipolítica
CA2848388A1 (fr) 2011-09-13 2013-03-21 The Procter & Gamble Company Agents encapsules
EP2581438A1 (fr) 2011-10-12 2013-04-17 The Procter and Gamble Company Composition de détergent
WO2013096653A1 (fr) 2011-12-22 2013-06-27 Danisco Us Inc. Compositions et méthodes comprenant un variant d'enzyme lipolytique
WO2013109798A2 (fr) 2012-01-18 2013-07-25 The Procter & Gamble Company Systèmes de parfum
ES2794644T3 (es) 2012-02-03 2020-11-18 Novozymes As Variantes de lipasa y polinucleótidos que las codifican
BR122021018583B1 (pt) 2012-02-03 2022-09-06 The Procter & Gamble Company Método para limpar um material têxtil ou uma superfície dura ou outra superfície em cuidados com tecidos e com a casa
MX2014011154A (es) 2012-03-19 2014-12-10 Procter & Gamble Composiciones que contienen colorantes para el cuidado de ropa.
JP5977433B2 (ja) 2012-03-26 2016-08-24 ザ プロクター アンド ギャンブル カンパニー ｐＨ切り替え可能なアミン界面活性剤を含む洗浄組成物
CN104204198B (zh) 2012-04-02 2018-09-25 诺维信公司 脂肪酶变体以及编码其的多核苷酸
EP2875111A1 (fr) 2012-05-16 2015-05-27 Novozymes A/S Composition comprenant une lipase et procédés d'utilisation associés
EP2674475A1 (fr) 2012-06-11 2013-12-18 The Procter & Gamble Company Composition détergente
US9796952B2 (en) 2012-09-25 2017-10-24 The Procter & Gamble Company Laundry care compositions with thiazolium dye
EP2712915A1 (fr) 2012-10-01 2014-04-02 The Procter and Gamble Company Procédés de traitement d'une surface et compositions pour utilisation dudit procédé
CN105026541A (zh) 2012-10-04 2015-11-04 艺康美国股份有限公司 用于洗衣和其他硬表面清洁的预浸泡工艺
MX361862B (es) 2012-10-12 2018-12-18 Danisco Us Inc Composiciones y métodos que comprenden variante de enzima lipolítica.
CA2888342A1 (fr) 2012-10-24 2014-05-01 The Procter & Gamble Company Compositions anti-mousse contenant des polyorganosiliciums partiellement porteurs de groupes phenyle
US9095787B2 (en) 2012-10-24 2015-08-04 The Procter & Gamble Company Compositions comprising anti-foams
EP2914720B1 (fr) 2012-11-05 2022-08-31 Danisco US Inc. Compositions et procédés comportant des variants de thermolysine protéase
EP2935573A1 (fr) 2012-12-19 2015-10-28 Danisco US Inc. Nouvelle mannanase, compositions et procédés pour les utiliser
BR112015021683A2 (pt) 2013-03-05 2017-07-18 Procter & Gamble composições de açúcar misturadas
EP2976416B1 (fr) 2013-03-21 2018-05-16 Novozymes A/S Polypeptides ayant une activité lipase et polynucléotides les codant
AR096270A1 (es) 2013-05-14 2015-12-16 Novozymes As Composiciones detergentes
EP2806018A1 (fr) 2013-05-20 2014-11-26 The Procter & Gamble Company Produits encapsulés
US20140338134A1 (en) 2013-05-20 2014-11-20 The Procter & Gamble Company Encapsulates
MX2015016438A (es) 2013-05-28 2016-03-01 Procter & Gamble Composiciones que comprenden tintes fotocromicos para el tratamiento de superficies.
US20160160202A1 (en) 2013-05-29 2016-06-09 Danisco Us Inc. Novel metalloproteases
JP6367930B2 (ja) 2013-05-29 2018-08-01 ダニスコ・ユーエス・インク 新規メタロプロテアーゼ
CN105492603B (zh) 2013-05-29 2022-06-03 丹尼斯科美国公司 新型金属蛋白酶
EP3004341B1 (fr) 2013-05-29 2017-08-30 Danisco US Inc. Métalloprotéases inédites
WO2015004102A1 (fr) 2013-07-09 2015-01-15 Novozymes A/S Polypeptides à activité lipase et polynucléotides codant pour ceux-ci
EP3022299B1 (fr) 2013-07-19 2020-03-18 Danisco US Inc. Compositions et méthodes comprenant un variant d'enzyme lipolytique
US20160222368A1 (en) 2013-09-12 2016-08-04 Danisco Us Inc. Compositions and Methods Comprising LG12-CLADE Protease Variants
CN105555936A (zh) 2013-09-18 2016-05-04 宝洁公司 包含羧化物染料的衣物洗涤护理组合物
JP6185182B2 (ja) 2013-09-18 2017-08-23 ザ プロクター アンド ギャンブル カンパニー チオフェンアゾカルボキシレート染料を含有する洗濯ケア組成物
US9834682B2 (en) 2013-09-18 2017-12-05 Milliken & Company Laundry care composition comprising carboxylate dye
CN105555935A (zh) 2013-09-18 2016-05-04 宝洁公司 包含羧化物染料的衣物洗涤护理组合物
ES2723948T3 (es) 2013-12-13 2019-09-04 Danisco Us Inc Serina proteasas procedentes de especies de Bacillus
WO2015089447A1 (fr) 2013-12-13 2015-06-18 Danisco Us Inc. Sérines protéases du clade du bacillus gibsonii
EP3097174A1 (fr) 2014-01-22 2016-11-30 The Procter & Gamble Company Procédé de traitement de surfaces textiles
WO2015112339A1 (fr) 2014-01-22 2015-07-30 The Procter & Gamble Company Composition de traitement de textile
EP3097172A1 (fr) 2014-01-22 2016-11-30 The Procter & Gamble Company Procédé de traitement de surfaces textiles
WO2015112341A1 (fr) 2014-01-22 2015-07-30 The Procter & Gamble Company Composition de traitement de textile
WO2015135464A1 (fr) 2014-03-12 2015-09-17 Novozymes A/S Polypeptides à activité lipase et polynucléotides codant pour ceux-ci
MX2016012044A (es) 2014-03-21 2017-06-29 Danisco Us Inc Serina proteasas de especies de bacillus.
US10030215B2 (en) 2014-04-15 2018-07-24 Novozymes A/S Polypeptides with lipase activity and polynucleotides encoding same
US11530374B2 (en) 2014-05-06 2022-12-20 Milliken & Company Laundry care compositions
WO2015181118A1 (fr) 2014-05-27 2015-12-03 Novozymes A/S Procédés de production de lipases
WO2015181119A2 (fr) 2014-05-27 2015-12-03 Novozymes A/S Variants lipasiques et polynucléotides codant pour ceux-ci
EP3197426A1 (fr) 2014-09-26 2017-08-02 The Procter & Gamble Company Compositions rafraîchissantes et dispositifs comprenant celles-ci
US20170233710A1 (en) 2014-10-17 2017-08-17 Danisco Us Inc. Serine proteases of bacillus species
WO2016069548A2 (fr) 2014-10-27 2016-05-06 Danisco Us Inc. Sérine-protéases
EP3212783B1 (fr) 2014-10-27 2024-06-26 Danisco US Inc. Sérines protéases
DK3212662T3 (da) 2014-10-27 2020-07-20 Danisco Us Inc Serinproteaser
US20180010074A1 (en) 2014-10-27 2018-01-11 Danisco Us Inc. Serine proteases of bacillus species
EP3212782B1 (fr) 2014-10-27 2019-04-17 Danisco US Inc. Sérine protéases
US20160137956A1 (en) 2014-11-17 2016-05-19 The Procter & Gamble Company Benefit agent delivery compositions
EP3227442B1 (fr) 2014-12-05 2022-02-16 Novozymes A/S Variantes de la lipase et polynucléotides les codant
US20160230124A1 (en) 2015-02-10 2016-08-11 The Procter & Gamble Company Liquid laundry cleaning composition
EP3611259A1 (fr) 2015-03-12 2020-02-19 Danisco US Inc. Compositions et procédés comprenant des variants de protéase lg12-clade
WO2016176241A1 (fr) 2015-04-29 2016-11-03 The Procter & Gamble Company Composition détergente
CN107548415A (zh) 2015-04-29 2018-01-05 宝洁公司 洗涤织物的方法
CN107624127A (zh) 2015-04-29 2018-01-23 宝洁公司 处理织物的方法
DK3088502T3 (en) 2015-04-29 2018-08-13 Procter & Gamble PROCEDURE FOR TREATING A TEXTILE SUBSTANCE
EP3088503B1 (fr) 2015-04-29 2018-05-23 The Procter and Gamble Company Procédé de traitement d'un textile
CN111718806B (zh) 2015-05-04 2022-01-04 美利肯公司 在洗衣护理组合物中作为上蓝剂的隐色三苯甲烷着色剂
JP7274819B2 (ja) 2015-05-13 2023-05-17 ダニスコ・ユーエス・インク ＡｐｒＬ－ＣＬＡＤＥプロテアーゼ変異体及びその使用
CN107835853B (zh) 2015-05-19 2021-04-20 诺维信公司 气味减少
CN108012543B (zh) 2015-06-16 2022-01-04 诺维信公司 具有脂肪酶活性的多肽和编码它们的多核苷酸
US11499146B2 (en) 2015-06-17 2022-11-15 Danisco Us Inc. Bacillus gibsonii-clade serine proteases
WO2016205008A1 (fr) 2015-06-19 2016-12-22 The Procter & Gamble Company Procédé implémenté par ordinateur de fabrication d'articles parfumés
CA3175255A1 (fr) 2015-07-01 2017-01-05 Novozymes A/S Procedes de reduction d'odeur
EP3320089B1 (fr) 2015-07-06 2021-06-16 Novozymes A/S Variantes de la lipase et polynucleotides les codant
US10597614B2 (en) 2015-10-13 2020-03-24 The Procter & Gamble Company Whitening agents for cellulosic substrates
US9777250B2 (en) 2015-10-13 2017-10-03 Milliken & Company Whitening agents for cellulosic substrates
US10155868B2 (en) 2015-10-13 2018-12-18 Milliken & Company Whitening agents for cellulosic substrates
US9902923B2 (en) 2015-10-13 2018-02-27 The Procter & Gamble Company Polyglycerol dye whitening agents for cellulosic substrates
US9976035B2 (en) 2015-10-13 2018-05-22 Milliken & Company Whitening agents for cellulosic substrates
US9745544B2 (en) 2015-10-13 2017-08-29 The Procter & Gamble Company Whitening agents for cellulosic substrates
US20180320158A1 (en) 2015-11-05 2018-11-08 Danisco Us Inc. Paenibacillus and bacillus spp. mannanases
EP4141113A1 (fr) 2015-11-05 2023-03-01 Danisco US Inc Paenibacillus sp. mannanases
WO2017091674A1 (fr) 2015-11-26 2017-06-01 The Procter & Gamble Company Compositions de détergent liquide comprenant une protéase et une lipase encapsulée
CN108431217B (zh) 2015-12-01 2022-06-21 诺维信公司 用于产生脂肪酶的方法
US10308900B2 (en) 2015-12-22 2019-06-04 Milliken & Company Occult particles for use in granular laundry care compositions
US10610473B2 (en) 2016-03-24 2020-04-07 The Procter And Gamble Company Hair care compositions comprising malodor reduction compositions
US20190194636A1 (en) 2016-05-03 2019-06-27 Danisco Us Inc Protease variants and uses thereof
CN109072213A (zh) 2016-05-05 2018-12-21 丹尼斯科美国公司 蛋白酶变体及其用途
US11661567B2 (en) 2016-05-31 2023-05-30 Danisco Us Inc. Protease variants and uses thereof
WO2017219011A1 (fr) 2016-06-17 2017-12-21 Danisco Us Inc Variants de protéase et leurs utilisations
US11326152B2 (en) 2016-07-18 2022-05-10 Novozymes A/S Lipase variants, polynucleotides encoding same and the use thereof
US20180119056A1 (en) 2016-11-03 2018-05-03 Milliken & Company Leuco Triphenylmethane Colorants As Bluing Agents in Laundry Care Compositions
US10577571B2 (en) 2016-11-08 2020-03-03 Ecolab Usa Inc. Non-aqueous cleaner for vegetable oil soils
WO2018118917A1 (fr) 2016-12-21 2018-06-28 Danisco Us Inc. Variants de protéases et leurs utilisations
WO2018118950A1 (fr) 2016-12-21 2018-06-28 Danisco Us Inc. Sérine-protéases du clade du bacillus gibsonii
US11453871B2 (en) 2017-03-15 2022-09-27 Danisco Us Inc. Trypsin-like serine proteases and uses thereof
US11078445B2 (en) 2017-05-05 2021-08-03 Novozymes A/S Compositions comprising lipase and sulfite
WO2019063499A1 (fr) 2017-09-27 2019-04-04 Novozymes A/S Variants de lipase et compositions de microcapsules comprenant de tels variants de lipase
US20190105246A1 (en) 2017-10-10 2019-04-11 The Procter & Gamble Company Sulfate free personal cleansing composition comprising low inorganic salt
WO2019108599A1 (fr) 2017-11-29 2019-06-06 Danisco Us Inc Variants de subtilisine à stabilité améliorée
WO2019110462A1 (fr) 2017-12-04 2019-06-13 Novozymes A/S Variants de lipases et polynucléotides codant pour ces derniers
BR112020011278A2 (pt) 2017-12-08 2020-11-17 Novozymes A/S variante de alfa-amilase, composição, polinucleotídeo, construto de ácido nucleico, vetor de expressão, célula hospedeira, métodos para produção de uma variante de alfa-amilase e para aumento da estabilidade de uma alfa-amilase genitora, uso da variante, e, processo para produção de um xarope a partir de material contendo amido
US10792384B2 (en) 2017-12-15 2020-10-06 The Procter & Gamble Company Rolled fibrous structures comprising encapsulated malodor reduction compositions
CN111868239A (zh) 2018-02-08 2020-10-30 诺维信公司 脂肪酶、脂肪酶变体及其组合物
CN111757930A (zh) 2018-02-08 2020-10-09 诺维信公司 脂肪酶变体及其组合物
US20210363470A1 (en) 2018-06-19 2021-11-25 Danisco Us Inc Subtilisin variants
WO2019245704A1 (fr) 2018-06-19 2019-12-26 Danisco Us Inc Variantes de subtilisine
US20240279627A1 (en) 2018-08-30 2024-08-22 Danisco Us Inc Compositions comprising a lipolytic enzyme variant and methods of use thereof
US20220033737A1 (en) 2018-09-27 2022-02-03 Danisco Us Inc Compositions for medical instrument cleaning
US20200123319A1 (en) 2018-10-18 2020-04-23 Milliken & Company Polyethyleneimine compounds containing n-halamine and derivatives thereof
US11466122B2 (en) 2018-10-18 2022-10-11 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US11732218B2 (en) 2018-10-18 2023-08-22 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US20200123472A1 (en) 2018-10-18 2020-04-23 Milliken & Company Polyethyleneimine compounds containing n-halamine and derivatives thereof
US11299591B2 (en) 2018-10-18 2022-04-12 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US11518963B2 (en) 2018-10-18 2022-12-06 Milliken & Company Polyethyleneimine compounds containing N-halamine and derivatives thereof
US20200123475A1 (en) 2018-10-18 2020-04-23 Milliken & Company Polyethyleneimine compounds containing n-halamine and derivatives thereof
EP3887515A1 (fr) 2018-11-28 2021-10-06 Danisco US Inc. Variants de subtilisine à stabilité améliorée
EP3976776A1 (fr) 2019-05-24 2022-04-06 Danisco US Inc. Variants de subtilisine et procédés d'utilisation
CN114207123A (zh) 2019-07-02 2022-03-18 诺维信公司 脂肪酶变体及其组合物
US11873465B2 (en) 2019-08-14 2024-01-16 Ecolab Usa Inc. Methods of cleaning and soil release of highly oil absorbing substrates employing optimized extended chain nonionic surfactants
US20240294852A1 (en) 2019-08-27 2024-09-05 Novozymes A/S Composition comprising a lipase
CN114746153A (zh) 2019-12-06 2022-07-12 宝洁公司 具有增强头皮活性物质沉积的不含硫酸盐的组合物
EP4090727A1 (fr) 2020-01-13 2022-11-23 Danisco US Inc. Compositions comprenant un variant d'enzyme lipolytique et leurs procédés d'utilisation
US11679065B2 (en) 2020-02-27 2023-06-20 The Procter & Gamble Company Compositions with sulfur having enhanced efficacy and aesthetics
US12031113B2 (en) 2020-03-02 2024-07-09 Milliken & Company Composition comprising hueing agent
US11718814B2 (en) 2020-03-02 2023-08-08 Milliken & Company Composition comprising hueing agent
US12195703B2 (en) 2020-03-02 2025-01-14 Milliken & Company Composition comprising hueing agent
EP4175471A1 (fr) 2020-07-06 2023-05-10 Ecolab USA Inc. Compositions d'alcool/eau mixtes moussantes comprenant un siloxane alcoxylé structuré
US12152220B2 (en) 2020-07-06 2024-11-26 Ecolab Usa Inc. PEG-modified castor oil based compositions for microemulsifying and removing multiple oily soils
EP4176032A1 (fr) 2020-07-06 2023-05-10 Ecolab USA Inc. Compositions d'alcool/eau mélangées moussantes comprenant une combinaison d'alkylsiloxane et d'un hydrotrope/solubilisant
EP4229164A1 (fr) 2020-10-16 2023-08-23 The Procter & Gamble Company Compositions de produits de consommation comprenant au moins deux populations d'encapsulation
JP2023547450A (ja) 2020-10-29 2023-11-10 ノボザイムス アクティーゼルスカブ リパーゼ変異体及びそのようなリパーゼ変異体を含む組成物
WO2022103725A1 (fr) 2020-11-13 2022-05-19 Novozymes A/S Composition détergente comprenant une lipase
MX2023005963A (es) 2020-12-04 2023-06-07 Procter & Gamble Composiciones para el cuidado del cabello que comprenden materiales de reduccion del mal olor.
WO2022197295A1 (fr) 2021-03-17 2022-09-22 Milliken & Company Colorants polymères à tachage réduit
US20220378684A1 (en) 2021-05-14 2022-12-01 The Procter & Gamble Company Shampoo Compositions Containing a Sulfate-Free Surfactant System and Sclerotium Gum Thickener
US11986543B2 (en) 2021-06-01 2024-05-21 The Procter & Gamble Company Rinse-off compositions with a surfactant system that is substantially free of sulfate-based surfactants
EP4386035A1 (fr) 2021-08-10 2024-06-19 Nippon Shokubai Co., Ltd. Composé à teneur en oxyde de polyalkylène
CN117957318A (zh) 2021-09-13 2024-04-30 丹尼斯科美国公司 含有生物活性物质的颗粒
EP4448751A2 (fr) 2021-12-16 2024-10-23 Danisco US Inc. Variants de subtilisine et procédés d'utilisation
EP4448750A2 (fr) 2021-12-16 2024-10-23 Danisco US Inc. Variants de subtilisine et procédés d'utilisation
CN118679252A (zh) 2021-12-16 2024-09-20 丹尼斯科美国公司 枯草杆菌蛋白酶变体和使用方法
WO2023116569A1 (fr) 2021-12-21 2023-06-29 Novozymes A/S Composition comprenant une lipase et un renforçateur
WO2023247664A2 (fr) 2022-06-24 2023-12-28 Novozymes A/S Variants de lipase et compositions comprenant de tels variants de lipase
US20240026248A1 (en) 2022-07-20 2024-01-25 Ecolab Usa Inc. Novel nonionic extended surfactants, compositions and methods of use thereof
WO2024050343A1 (fr) 2022-09-02 2024-03-07 Danisco Us Inc. Variants de subtilisine et procédés associés
WO2024050339A1 (fr) 2022-09-02 2024-03-07 Danisco Us Inc. Variants de mannanases et procédés d'utilisation
WO2024050346A1 (fr) 2022-09-02 2024-03-07 Danisco Us Inc. Compositions détergentes et procédés associés
WO2024102698A1 (fr) 2022-11-09 2024-05-16 Danisco Us Inc. Variants de subtilisine et procédés d'utilisation
WO2024121057A1 (fr) 2022-12-05 2024-06-13 Novozymes A/S Composition pour éliminer les salissures corporelles
WO2024163584A1 (fr) 2023-02-01 2024-08-08 Danisco Us Inc. Variants de subtilisine et procédés d'utilisation
WO2024186819A1 (fr) 2023-03-06 2024-09-12 Danisco Us Inc. Variants de subtilisine et procédés d'utilisation

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE297928T1 (de) * 1997-03-07 2005-07-15 Procter & Gamble Verbesserte verfahren zur herstellung von vernetzt verbrückten macropolycyclen
ZA981883B (en) * 1997-03-07 1998-09-01 Univ Kansas Catalysts and methods for catalytic oxidation

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0032601A3 *

Also Published As

Publication number Publication date
AU2026100A (en) 2000-06-19
JP2002531457A (ja) 2002-09-24
WO2000032601A2 (fr) 2000-06-08
WO2000032601A3 (fr) 2000-10-05
CA2348893A1 (fr) 2000-06-08

Similar Documents

Publication Publication Date Title
WO2000032601A2 (fr) Procede de preparation de tetraaza macrocycles pontes transversalement
EP0648211A1 (fr) Synthese de derives de 1,4,7-triazacyclononane
EP0408340B1 (fr) Complex ruthénium phosphine optiquement actif utilisable comme catalyseur
US7399858B2 (en) Method for the catalytic production of hydrocodone, hydromorphone, and derivatives thereof
EP0034480A2 (fr) Alkylation d'amines
EP1687310B1 (fr) Procédé pour la production catalytique d'hydrocodone et d'hydromorphone
EP0148005B1 (fr) Procédé de préparation de di-amino-polyalkényléthers
US7321038B2 (en) Method for the catalytic production of hydrocodone and hydromorphone
AU2003290629B2 (en) Method for the catalytic production of hydrocodone and hydromorphone
WO1995002567A1 (fr) Reduction asymetrique catalytique d'olefines trisubstituees et d'enamines
US5159093A (en) Iridium-optically active phosphine complex and process for producing optically active alcohols using the same
MX2007011752A (es) Metodo para la produccion catalitica de hidrocodona, hidromorfona y derivados de las mismas.
US4954466A (en) Recovery of cobalt catalyst values
CN1055463C (zh) 制备胍类的方法
US4076724A (en) Polycyclic macrocyclic compounds
WO2000029413A1 (fr) Procede de preparation de macrocycles tetraaza pontes transversalement
CN112675920A (zh) 一类单手性中心催化剂及其制备和催化合成手性醇类化合物和手性α-烯丙醇的方法
JP4070444B2 (ja) 不飽和アミン類の製造方法
JP2981621B2 (ja) ビフェニルビスホスフィン錯体
AU2004319925B2 (en) Method for the catalytic production of hydrocodone and hydromorphone
WO1997037965A1 (fr) Preparation d'amines aromatiques substituees
US5210332A (en) Iridium-optically active phosphine complex and process for producing optically active alcohols using the same
JP2002508777A (ja) 単核芳香族化合物および少なくとも１つの芳香族環を持つ多核化合物をパラジウム錯塩触媒の存在下にアミノ化する方法
US6229035B1 (en) Preparation of substituted aromatic amines
JP4359440B2 (ja) ニトリル類の製造方法

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20010523

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

AX Request for extension of the european patent

Free format text: AL;LT;LV;MK;RO;SI

17Q First examination report despatched

Effective date: 20011004

APBR Date of receipt of statement of grounds of appeal recorded

Free format text: ORIGINAL CODE: EPIDOSNNOA3E

APAF Appeal reference modified

Free format text: ORIGINAL CODE: EPIDOSCREFNE

APBT Appeal procedure closed

Free format text: ORIGINAL CODE: EPIDOSNNOA9E

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION HAS BEEN REFUSED

18R Application refused

Effective date: 20051012